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  • 1
    Online Resource
    Online Resource
    SAGE Publications ; 2013
    In:  Natural Product Communications Vol. 8, No. 4 ( 2013-04), p. 1934578X1300800-
    In: Natural Product Communications, SAGE Publications, Vol. 8, No. 4 ( 2013-04), p. 1934578X1300800-
    Abstract: Soybean (Glycine max) is a major crop in the world. Three new flavonol 3- O-glycosides, kaempferol 3- O-α-L-rhamnopyranosyl-(1→4)-[α-L-rhamnopyranosyl-(1→6)-β-D-galactopyranoside] (1), kaempferol 3- O-α-L-rhamnopyranosyl-(1→4)-[β-D-glucopyranosyl-(1→6)-β-D-galactopyranoside] (4) and quercetin 3- O-β-D-glucopyranosyl-(1β2)-[α-L-rhamnopyranosyl-(1→6)-β-D-galactopyranoside] (5) were isolated from the leaves of soybean cultivars, together with three known compounds, kaempferol 3- O-β-D-glucopyranosyl-(1→2)-[α-L-rhamnopyranosyl-(1→6)-β-D-galactopyranoside] (2), kaempferol 3- O-β-D-glucopyranosyl-(1→2)-[α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside] (3) and quercetin 3- O-β-D-glucopyranosyl-(1→2)-[7α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside] (6), and also common flavonoids. The isolated compounds possess similar structures and high water solubility, and so it was hard to isolate them (in particular 5 and 6) with a normal preparative HPLC system. Their final purification was achieved by a preparative HPLC system equipped with a recycle device.
    Type of Medium: Online Resource
    ISSN: 1934-578X , 1555-9475
    Language: English
    Publisher: SAGE Publications
    Publication Date: 2013
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  • 2
    Online Resource
    Online Resource
    SAGE Publications ; 2014
    In:  Natural Product Communications Vol. 9, No. 2 ( 2014-02), p. 1934578X1400900-
    In: Natural Product Communications, SAGE Publications, Vol. 9, No. 2 ( 2014-02), p. 1934578X1400900-
    Abstract: Foliar flavonoids of Crossostephium chinense in Japan and Taiwan were isolated and further characterized. Eighteen flavonoid aglycones, luteolin, apigenin, hispidulin, chrysoeriol, 5,7,4′-trihydroxy-6,3′,5′-trimethoxyflavone, jaceosidin, cilsimaritin, quercetin 3-methyl ether, axillarin, chrysosplenol-D, cirsiliol, apometzgerin, 5,7,3′-trihydroxy-6,4′,5′-trimethoxyflavone, luteolin 3′,4′-dimethyl ether, cirsilineol, eupatilin, nepetin and 5,7,3′,4′-tetrahydroxy-6,5′-dimethoxyflavone, were identified by UV, 1 H and 13 C NMR spectroscopic, LC-MS and HPLC comparisons with authentic samples. The compounds existed on the leaf surface. Four flavonoid glycosides, quercetin 3,7-di- O-glucoside, quercetin 3- O-rutinoside, luteolin 7- O-glucoside and apigenin 7- O-rutinoside, were also isolated as the intracellular flavonoids. It was shown by HPLC survey that variation of the species’ flavonoids occurs among the collection sites.
    Type of Medium: Online Resource
    ISSN: 1934-578X , 1555-9475
    Language: English
    Publisher: SAGE Publications
    Publication Date: 2014
    detail.hit.zdb_id: 2430442-6
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  • 3
    Online Resource
    Online Resource
    SAGE Publications ; 2015
    In:  Natural Product Communications Vol. 10, No. 3 ( 2015-03), p. 1934578X1501000-
    In: Natural Product Communications, SAGE Publications, Vol. 10, No. 3 ( 2015-03), p. 1934578X1501000-
    Abstract: Ultraviolet-B radiation is harmful to plants, and its intensity increases at altitude. So plants growing at high altitude possess UV protection systems. Flavonoid is known as a major UV protectant because it absorbs UV radiation and scavenges UV-induced free radicals in plant tissues. Japanese knotweed ( Fallopia japonica) and Japanese larch ( Larix kaempferi) grow at a wide range of altitudes on Mt. Fuji, the highest mountain in Japan, while the two plants harbor a homogeneous genetic structure. In the present study, a total of 14 flavonol 3- O-glycosides were isolated from both species. Furthermore, quantitative HPLC analyses revealed that flavonoid levels in the leaves of F. japonica and the needles of L. kaempferi increased with increasing altitude of their growing sites. The altitudinal trend of UV-absorbing antioxidants of herbal and woody plants was simultaneously revealed for the first time. These results suggest that both species have chemically acclimatized to high altitude regions, in which severe environmental conditions such as higher UV radiation exist.
    Type of Medium: Online Resource
    ISSN: 1934-578X , 1555-9475
    Language: English
    Publisher: SAGE Publications
    Publication Date: 2015
    detail.hit.zdb_id: 2430442-6
    SSG: 15,3
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  • 4
    Online Resource
    Online Resource
    SAGE Publications ; 2015
    In:  Natural Product Communications Vol. 10, No. 3 ( 2015-03), p. 1934578X1501000-
    In: Natural Product Communications, SAGE Publications, Vol. 10, No. 3 ( 2015-03), p. 1934578X1501000-
    Abstract: Coastal species are exposed to severe environmental stresses, e.g. salt and UV-B. The plants adapt themselves to such harsh environment by controlling morphological features and chemical defense systems. Flavonoids are known as efficient anti-stress polyphenols produced by plants. Most flavonoids show antioxidant activity, and their properties are important for plants to survive under high-stress conditions such as those in a coastal area. Among the compounds, ortho-dihydroxylated flavonoids act as strong antioxidants. In this survey, we elucidated the flavonoid composition of a seashore species Calystegia soldanella, which is distributed not only on the seashore, but also by the inland freshwater lake, Lake Biwa. Seven flavonol glycosides, i.e. quercetin 3- O-rutinoside, 3- O-glucoside, 3- O-rhamnoside and 3- O-apiosyl-(1→2)-[rhamnosyl-(1→6)-glucoside], and kaempferol 3- O-rutinoside, 3- O-glucoside and 3- O-rhamnoside were isolated from the leaves of C. soldanella. In addition, it was shown that the quercetin (Qu) to kaempferol (Km) ratio of coastal populations was higher than that of lakeshore populations. In general, these differences of Qu/Km ratio depend on flavonoid 3′-hydroxylase (F3′H) transcription. RT-PCR analysis suggested that F3′H of C. soldanella is regulated translationally or post-translationally, but not transcriptionally. Furthermore, quantitative and qualitative differences in flavonoid composition occurred among three Calystegia species, C. soldanella, C. japonica and C. hederacea.
    Type of Medium: Online Resource
    ISSN: 1934-578X , 1555-9475
    Language: English
    Publisher: SAGE Publications
    Publication Date: 2015
    detail.hit.zdb_id: 2430442-6
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  • 5
    In: Natural Product Communications, SAGE Publications, Vol. 5, No. 12 ( 2010-12), p. 1934578X1000501-
    Abstract: Three flavonol glycosides were isolated from the flowers of carnation cultivars ‘White Wink’ and ‘Honey Moon’. They were identified from their UV, MS, 1 H and 13 C NMR spectra as kaempferol 3 -O-neohesperidoside, kaempferol 3 -O-sophoroside and kaempferol 3- O-glucosyl-(1→2)-[rhamnosyl-(1→6)-glucoside] . Referring to previous reports, flavonols occurring in carnation flowers are characterized as kaempferol 3- O-glucosides with additional sugars binding at the 2 and/or 6-positions of the glucose. The kaempferol glycoside contents of a nearly pure white flower and some creamy white flower lines were compared. Although the major glycoside was different in each line, the total kaempferol contents of the creamy white lines were from 5.9 to 20.9 times higher than the pure white line. Thus, in carnations, kaempferol glycosides surely contribute to the creamy tone of white flowers.
    Type of Medium: Online Resource
    ISSN: 1934-578X , 1555-9475
    Language: English
    Publisher: SAGE Publications
    Publication Date: 2010
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  • 6
    Online Resource
    Online Resource
    SAGE Publications ; 2012
    In:  Natural Product Communications Vol. 7, No. 2 ( 2012-02), p. 1934578X1200700-
    In: Natural Product Communications, SAGE Publications, Vol. 7, No. 2 ( 2012-02), p. 1934578X1200700-
    Abstract: A new kaempferol glycoside, kaempferol 3- O-α-rhamnopyranosyl-(1→2)-[α-rhamnopyranosyl-(1→6)-β-glucopyranoside]-7- O-β-glucopyranoside (2) was isolated from the flowers of Clematis cultivar “Jackmanii Superba”, together with a known kaempferol 3- O-α-rhamnopyranosyl-(1→6)-β-glucopyranoside-7- O-β-glucopyranoside (1). The chemical structures of the isolated glycosides were established by UV, LC-MS, characterization of acid hydrolysates, and 1 H and 13 C NMR spectroscopy.
    Type of Medium: Online Resource
    ISSN: 1934-578X , 1555-9475
    Language: English
    Publisher: SAGE Publications
    Publication Date: 2012
    detail.hit.zdb_id: 2430442-6
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  • 7
    Online Resource
    Online Resource
    SAGE Publications ; 2015
    In:  Natural Product Communications Vol. 10, No. 3 ( 2015-03), p. 1934578X1501000-
    In: Natural Product Communications, SAGE Publications, Vol. 10, No. 3 ( 2015-03), p. 1934578X1501000-
    Abstract: Foliar flavonoids of Tanacetum vulgare var. boreale were isolated. Eight flavonoid glycosides, 7- O-glucosides of apigenin, luteolin, scutellarein and 6-hydroxyluteolin, and 7- O-glucuronides of apigenin, luteolin, chrysoeriol and eriodictyol were identified. Moreover, eight flavonoid aglycones, apigenin, luteolin, hispidulin, nepetin, eupatilin, jaceosidin, pectolinarigenin and axillarin were also isolated and identified. The flavonoid composition of two varieties of T. vulgare, i.e. var. boreale and var. vulgare, were compared. All samples of var. boreale and one sample of var. vulgare had the same flavonoid pattern, and could be distinguished from almost all the samples of var. vulgare. Thus, the occurrence of chemotypes, which are characterized by either the presence or absence of scutellarein 7- O-glucoside, eriodictyol 7- O-glucuronide and pectolinarigenin was shown in T. vulgare sensu lato.
    Type of Medium: Online Resource
    ISSN: 1934-578X , 1555-9475
    Language: English
    Publisher: SAGE Publications
    Publication Date: 2015
    detail.hit.zdb_id: 2430442-6
    SSG: 15,3
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  • 8
    Online Resource
    Online Resource
    SAGE Publications ; 2015
    In:  Natural Product Communications Vol. 10, No. 3 ( 2015-03), p. 1934578X1501000-
    In: Natural Product Communications, SAGE Publications, Vol. 10, No. 3 ( 2015-03), p. 1934578X1501000-
    Abstract: The flavonoids in the flowers of Edgeworthia chrysantha, Pittosporum tobira and Wisteria floribunda were isolated and identified. Quercetin and kaempferol 3- O-glucosides and 3- O-rutinosides were found in E. chrysantha, and quercetin 3- O-rutinoside, 3- O-glucoside and 3- O-pentosylrhamnosylglucoside, kaempferol 3- O-robinobioside, 3- O-rutinoside, 3- O-glucoside and 3- O-pentosylrhamnosylglucoside, and isorhamnetin 3- O-rutinoside were isolated from P. tobira. Ten flavonoids, quercetin 3- O-sophoroside, 3- O-rutinoside, 3- O-glucoside, kaempferol 3- O-sophoroside and 3- O-glucoside, luteolin 5- O-glucoside, 7- O-glucoside and 7- O-hexoside, and apigenin 7- O-glucoside and 4′- O-hexoside were isolated from W. floribunda. The major pigments of E. chrysantha were carotenoids. Their content decreased with the change in flower color to white from yellow via cream, and total flavonoid content also slightly decreased by ca. 0.8 in cream and ca. 0.9 fold in white flowers. In contrast with E. chrysantha, white flowers of P. tobira turn to cream and then yellow in which the major pigments are also carotenoids. In this species, both carotenoid and flavonoid contents are gradually increased from white to yellow flowers. Though the petal color of Wisteria floribunda is mauve, due to anthocyanin pigments, the yellow areas are due to carotenoids; these turn to white in the late flowering stage. However, their flavonoid contents were essentially the same among the yellow, cream and white spots of flags. Thus, it was shown by HPLC analysis of the flower flavonoids of E. chrysantha, P. tobira and W. floribunda, although the visible pigments such as carotenoids and anthocyanins are quantitatively varied, the quantitative variation in UV-absorbing substances, such as flavones and flavonols, differs with plant species.
    Type of Medium: Online Resource
    ISSN: 1934-578X , 1555-9475
    Language: English
    Publisher: SAGE Publications
    Publication Date: 2015
    detail.hit.zdb_id: 2430442-6
    SSG: 15,3
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  • 9
    Online Resource
    Online Resource
    SAGE Publications ; 2015
    In:  Natural Product Communications Vol. 10, No. 3 ( 2015-03), p. 1934578X1501000-
    In: Natural Product Communications, SAGE Publications, Vol. 10, No. 3 ( 2015-03), p. 1934578X1501000-
    Abstract: Anthocyanins and other flavonoids were isolated from the flowers of eleven Centaurea species, C. macrocephala, C. rupestotilis and C. suaveolens, which produce yellow flowers, and C. achtarovii, C. dealbata, C. montana, C. nigra, C. scabiosa, C. simplicicaulis, C. hypoleuca and C. triumfetti, which have cyanic flowers. Four anthocyanins, cyanidin 3,5-di- O-glucoside, cyanidin 3- O-(6″-malonylglucoside)-5- O-glucoside, cyanidin 3- O-(6″-succinylglucoside)-5- O-glucoside and cyanidin glycoside, were detected in the cyanic flowers of seven Centaurea species. Of these anthocyanins, the first two were found as major anthocyanins. In the cyanic species, four other flavonoids, apigenin 7- O-glucuronide-4′- O-glucoside, malonylated apigenin 7,4′-di- O-glucoside, apigenin 7- O-glucuronide and kaempferol glycoside, were also isolated. On the other hand, nine flavonols and four flavones were isolated from the three yellow-flowered species, and identified as quercetagetin, quercetagetin 7- O-glucoside, quercetagetin 3′-methyl ether 7- O-glucoside, patuletin, patuletin 7- O-glucoside, quercetin 7- O-glucoside, kaempferol 3-methyl ether, kaempferol 3-methyl ether 4′- O-glucuronide and isorhamnetin 3- O-galactoside, and apigenin, apigenin 7- O-glucuronide, luteolin 7- O-glucoside and apigenin 6,8-di- C-glucoside (vicenin-2). Of these flavonoids, the former five flavonols are “yellow flavonols”, and it was shown that their flower colors are due to these compounds.
    Type of Medium: Online Resource
    ISSN: 1934-578X , 1555-9475
    Language: English
    Publisher: SAGE Publications
    Publication Date: 2015
    detail.hit.zdb_id: 2430442-6
    SSG: 15,3
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  • 10
    Online Resource
    Online Resource
    SAGE Publications ; 2016
    In:  Natural Product Communications Vol. 11, No. 1 ( 2016-01), p. 1934578X1601100-
    In: Natural Product Communications, SAGE Publications, Vol. 11, No. 1 ( 2016-01), p. 1934578X1601100-
    Abstract: Two major anthocyanins, cyanidin 3- O-glucoside and 3- O-rutinoside, were isolated from the black flowers of Cosmos atrosanguineus cultivar ‘Choco Mocha’, together with three minor anthocyanins, cyanidin 3- O-malonylglucoside, pelargonidin 3- O-glucoside and 3- O-rutinoside. A chalcone, butein 4′- O-glucoside and three minor flavanones were isolated from the red flowers of C. atrosanguineus x C. sulphureus cultivar ‘Rouge Rouge'. The anthocyanins and chalcone accumulation of cultivar ‘Choco Mocha’ and its hybrid cultivars ‘Brown Rouge’, ‘Forte Rouge’, ‘Rouge Rouge’ and ‘Noel Rouge’ was surveyed by quantitative HPLC. Total anthocyanins of black flower cultivars ‘Choco Mocha’ and ‘Brown Rouge’ were 3-4-folds higher than that of the red flower cultivar ‘Noel Rouge'. On the other hand, total chalcone of ‘Noel Rouge’ was 10–77-folds higher compared with those of other cultivars, ‘Brown Rouge’, ‘Forte Rouge’ and ‘Rouge Rouge'. It was shown that the flower color variations from red to black of Chocolate Cosmos and its hybrids are due to the difference in the relative amounts of anthocyanins and chalcone.
    Type of Medium: Online Resource
    ISSN: 1934-578X , 1555-9475
    Language: English
    Publisher: SAGE Publications
    Publication Date: 2016
    detail.hit.zdb_id: 2430442-6
    SSG: 15,3
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